Structure

Physi-Chem Properties

Molecular Weight:  116.12
Volume:  138.419
LogP:  2.323
LogD:  1.913
LogS:  -1.444
# Rotatable Bonds:  4
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.556
Synthetic Accessibility Score:  2.246
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.2
MDCK Permeability:  2.8273823772906326e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.38
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.283
30% Bioavailability (F30%):  0.15

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.965
Plasma Protein Binding (PPB):  63.1400146484375%
Volume Distribution (VD):  1.126
Pgp-substrate:  43.71438217163086%

ADMET: Metabolism

CYP1A2-inhibitor:  0.699
CYP1A2-substrate:  0.897
CYP2C19-inhibitor:  0.159
CYP2C19-substrate:  0.771
CYP2C9-inhibitor:  0.066
CYP2C9-substrate:  0.889
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.354
CYP3A4-inhibitor:  0.014
CYP3A4-substrate:  0.17

ADMET: Excretion

Clearance (CL):  9.608
Half-life (T1/2):  0.663

ADMET: Toxicity

hERG Blockers:  0.026
Human Hepatotoxicity (H-HT):  0.028
Drug-inuced Liver Injury (DILI):  0.039
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.033
Maximum Recommended Daily Dose:  0.02
Skin Sensitization:  0.253
Carcinogencity:  0.123
Eye Corrosion:  0.939
Eye Irritation:  0.989
Respiratory Toxicity:  0.048

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC110884

Natural Product ID:  NPC110884
Common Name*:   2-Heptanol
IUPAC Name:   heptan-2-ol
Synonyms:   2-Heptanol
Standard InCHIKey:  CETWDUZRCINIHU-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H16O/c1-3-4-5-6-7(2)8/h7-8H,3-6H2,1-2H3
SMILES:  CCCCCC(O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL449522
PubChem CID:   10976
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Potency n.a. 1933.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT167 Organism Propionibacterium acnes Propionibacterium acnes MIC = 800.0 ug.mL-1 PMID[483285]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC110884 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.963 High Similarity NPC159845
0.931 High Similarity NPC122962
0.9 High Similarity NPC66124
0.9 High Similarity NPC72324
0.9 High Similarity NPC193062
0.9 High Similarity NPC1748
0.9 High Similarity NPC319034
0.8929 High Similarity NPC279895
0.8889 High Similarity NPC560
0.8667 High Similarity NPC267243
0.8519 High Similarity NPC275462
0.8519 High Similarity NPC232554
0.8438 Intermediate Similarity NPC97967
0.8333 Intermediate Similarity NPC112242
0.8333 Intermediate Similarity NPC24506
0.8333 Intermediate Similarity NPC185041
0.8333 Intermediate Similarity NPC236797
0.8333 Intermediate Similarity NPC147096
0.8333 Intermediate Similarity NPC163556
0.8333 Intermediate Similarity NPC225783
0.8276 Intermediate Similarity NPC325345
0.8182 Intermediate Similarity NPC474914
0.8182 Intermediate Similarity NPC474392
0.8148 Intermediate Similarity NPC245688
0.8065 Intermediate Similarity NPC126915
0.7857 Intermediate Similarity NPC213764
0.7812 Intermediate Similarity NPC181516
0.7812 Intermediate Similarity NPC205141
0.7812 Intermediate Similarity NPC139131
0.7812 Intermediate Similarity NPC272998
0.7812 Intermediate Similarity NPC185538
0.7812 Intermediate Similarity NPC291158
0.7778 Intermediate Similarity NPC52403
0.7778 Intermediate Similarity NPC39977
0.7586 Intermediate Similarity NPC252154
0.7576 Intermediate Similarity NPC283682
0.7407 Intermediate Similarity NPC299484
0.7273 Intermediate Similarity NPC152759
0.7273 Intermediate Similarity NPC12231
0.7241 Intermediate Similarity NPC88887
0.7097 Intermediate Similarity NPC52362
0.7037 Intermediate Similarity NPC294703
0.7027 Intermediate Similarity NPC471282
0.6944 Remote Similarity NPC177022
0.6944 Remote Similarity NPC74352
0.6923 Remote Similarity NPC249801
0.6923 Remote Similarity NPC46248
0.6897 Remote Similarity NPC199270
0.6857 Remote Similarity NPC86412
0.6857 Remote Similarity NPC325034
0.6857 Remote Similarity NPC293908
0.6857 Remote Similarity NPC66052
0.6857 Remote Similarity NPC192065
0.6774 Remote Similarity NPC39869
0.6774 Remote Similarity NPC276332
0.675 Remote Similarity NPC144891
0.6667 Remote Similarity NPC163707
0.6667 Remote Similarity NPC61665
0.6667 Remote Similarity NPC140389
0.6667 Remote Similarity NPC190797
0.6585 Remote Similarity NPC62014
0.6585 Remote Similarity NPC469781
0.6585 Remote Similarity NPC215358
0.6579 Remote Similarity NPC221022
0.6571 Remote Similarity NPC139569
0.6562 Remote Similarity NPC223195
0.6471 Remote Similarity NPC182541
0.6471 Remote Similarity NPC187058
0.6471 Remote Similarity NPC149070
0.6471 Remote Similarity NPC127074
0.6471 Remote Similarity NPC197207
0.6429 Remote Similarity NPC473914
0.6341 Remote Similarity NPC76051
0.6333 Remote Similarity NPC114270
0.6333 Remote Similarity NPC256186
0.6333 Remote Similarity NPC23071
0.6316 Remote Similarity NPC197039
0.6296 Remote Similarity NPC311000
0.6279 Remote Similarity NPC328497
0.6279 Remote Similarity NPC324004
0.6279 Remote Similarity NPC198540
0.6279 Remote Similarity NPC287550
0.6279 Remote Similarity NPC8597
0.6279 Remote Similarity NPC176309
0.6279 Remote Similarity NPC223468
0.6279 Remote Similarity NPC84030
0.6279 Remote Similarity NPC147343
0.625 Remote Similarity NPC320326
0.625 Remote Similarity NPC474361
0.6216 Remote Similarity NPC328441
0.6207 Remote Similarity NPC219266
0.6207 Remote Similarity NPC88839
0.6207 Remote Similarity NPC110344
0.619 Remote Similarity NPC240994
0.6136 Remote Similarity NPC29222
0.6136 Remote Similarity NPC131770
0.6136 Remote Similarity NPC200618
0.6136 Remote Similarity NPC121062
0.6136 Remote Similarity NPC96966
0.6136 Remote Similarity NPC106872
0.6111 Remote Similarity NPC227267
0.6061 Remote Similarity NPC33415
0.6061 Remote Similarity NPC301586
0.6 Remote Similarity NPC102981
0.6 Remote Similarity NPC88278
0.6 Remote Similarity NPC304162
0.6 Remote Similarity NPC227707
0.6 Remote Similarity NPC160261
0.6 Remote Similarity NPC111882
0.6 Remote Similarity NPC99573
0.6 Remote Similarity NPC469759
0.6 Remote Similarity NPC266553
0.6 Remote Similarity NPC272426
0.6 Remote Similarity NPC152008
0.5952 Remote Similarity NPC252978
0.5946 Remote Similarity NPC317203
0.5938 Remote Similarity NPC474048
0.5882 Remote Similarity NPC270334
0.587 Remote Similarity NPC90904
0.5833 Remote Similarity NPC147054
0.5814 Remote Similarity NPC207656
0.5814 Remote Similarity NPC107091
0.5806 Remote Similarity NPC87529
0.5806 Remote Similarity NPC94144
0.5806 Remote Similarity NPC157340
0.5789 Remote Similarity NPC79544
0.5778 Remote Similarity NPC314087
0.5758 Remote Similarity NPC272307
0.5682 Remote Similarity NPC30195
0.5682 Remote Similarity NPC87439
0.5682 Remote Similarity NPC76976
0.5682 Remote Similarity NPC12438
0.5676 Remote Similarity NPC474089
0.5676 Remote Similarity NPC474120
0.5676 Remote Similarity NPC286498
0.5652 Remote Similarity NPC82512
0.5641 Remote Similarity NPC277333
0.5625 Remote Similarity NPC474322
0.5625 Remote Similarity NPC123814
0.561 Remote Similarity NPC320331

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC110884 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8276 Intermediate Similarity NPD8988 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD2272 Approved
0.7812 Intermediate Similarity NPD5383 Approved
0.6857 Remote Similarity NPD9051 Approved
0.6857 Remote Similarity NPD9053 Approved
0.6857 Remote Similarity NPD9052 Approved
0.6667 Remote Similarity NPD8224 Approved
0.6471 Remote Similarity NPD8814 Phase 3
0.6333 Remote Similarity NPD8225 Phase 3
0.6296 Remote Similarity NPD8223 Approved
0.6279 Remote Similarity NPD384 Approved
0.6279 Remote Similarity NPD385 Approved
0.6061 Remote Similarity NPD8549 Clinical (unspecified phase)
0.6 Remote Similarity NPD1461 Approved
0.6 Remote Similarity NPD907 Approved
0.6 Remote Similarity NPD8996 Phase 3
0.6 Remote Similarity NPD908 Approved
0.6 Remote Similarity NPD7536 Approved
0.6 Remote Similarity NPD8995 Clinical (unspecified phase)
0.5897 Remote Similarity NPD8977 Phase 3
0.5897 Remote Similarity NPD8976 Approved
0.587 Remote Similarity NPD3214 Discontinued
0.5814 Remote Similarity NPD9218 Clinical (unspecified phase)
0.5814 Remote Similarity NPD9219 Approved
0.5806 Remote Similarity NPD8226 Approved
0.5789 Remote Similarity NPD370 Phase 3
0.5714 Remote Similarity NPD8958 Phase 2
0.5714 Remote Similarity NPD8957 Approved
0.5714 Remote Similarity NPD1462 Approved
0.5625 Remote Similarity NPD3215 Phase 1
0.561 Remote Similarity NPD1460 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data